Should I Stay or Should I Go?

Hello!
For those of you who have found my blog, welcome. I'm a "blogger virgin" so bear with me. However, as a writer, a creative type, if you will, I'm excited to share some of my thoughts with all of you. Today I am just starting out in this world of blogging, but it's apropos for my current state of mind.

For the past few weeks, I've been on a "temporary retirement" from work and trying to figure out what my next adventure will be. I'm debating leaving the New England area for warmer climates, or even thousands of miles. I'm grappling with a dilemma the Clash defines for me so well, "Should I stay or should I go now?"

Do I leave the familiar or do I stay? And whether I stay or go, what am I going to do here or there? Will I try to be a freelancer? Will I work for a big corporation or a smaller agency? Do I want to write for a living? Do I even want to be in communications?

I was telling my friend over lunch, I worry that if I leave everyone and everything behind that I know, will I get homesick and lonely and all for a job? But if I stay, will I always be wondering what else is out there for me?

So much to think about, or in my case, overthink about. But, I know I will get there. At least I hope so. I kind of have to. Any ideas? Any thoughts? If anyone wants to share any insights I'd be happy to have them.